Reacción #1596945

ord-609d76306b6f4c51aa02b2d46b205656

Ecuación de reacción

CCCC1COC(c2ccc(OCc3ccccc3)c(F)c2)CC1Br
2-(4-benzyloxy-3-fluorophenyl)-4-bromo-5-propyltetrahydropyran
CCN(CC)CC
triethylamine
CCCC1CCC(c2ccc(O)c(F)c2)OC1
2-fluoro-4-(5-propyltetrahydropyran-2-yl)phenol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe organic phase is separated off
  2. 2
    ExtracciónThe aqueous phase is extracted with MTBE
  3. 3
    LavadoThe combined organic phases are washed with water
  4. 4
    Otrodried
  5. 5
    ConcentraciónThe solution is concentrated to dryness
  6. 6
    Otrothe residue is used directly for the following reaction

Procedimiento

123.0 g (0.30 mol) of 2-(4-benzyloxy-3-fluorophenyl)-4-bromo-5-propyltetrahydropyran are hydrogenated in toluene/water in the presence of Pd/C (5% of Pd) and 86.0 ml (0.60 mol) of triethylamine. The reaction solution is diluted with MTBE, and the organic phase is separated off. The aqueous phase is extracted with MTBE. The combined organic phases are washed with water and dried using sodium sulfate. The solution is concentrated to dryness, and the residue is used directly for the following reaction.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08211513B2uspto-grants-2012_07